# US 10,308,600 B2 · Isothiocyanate functional surfactant and associated method of use

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- Number: US 10,308,600 B2
- Document ID: US10308600B2
- Status: Granted
- Kind: B2
- Application number: 15/943,810
- Filed: 2018-04-03
- Published: 2018-10-11
- Granted: 2019-06-04
- Earliest claimed: 2011-01-03
- Assignees: The William M. Yarbrough Foundation
- Applicants: Michael E. Silver
- Inventors: Michael E. Silver
- Web page: https://patentgrep.com/patent/US10308600B2

## CPC

- C07C 331/20: of a saturated carbon skeleton
- A61K 9/0014: {Skin, i.e. galenical aspects of topical compositions (non-active ingredients are additionally classified in A61K47/00; A61K9/0009, A61K9/0021, A61K9/7015, A61K9/7023 take precedence; cosmetic preparations A61K8/00, A61Q; preparations for wound dressings or bandages A61L26/00)}
- A61K 31/145: having sulfur, e.g. thiurams (>N—C(S)—S—C(S)—N< and >N—C(S)—S—S—C(S)—N<), Sulfinylamines (—N=SO), Sulfonylamines (—N=SO2) (isothiourea A61K31/155)
- A61K 31/198: Alpha-amino acids, e.g. alanine or edetic acid [EDTA] (betaine A61K31/205; proline A61K31/401; tryptophan A61K31/405; histidine A61K31/4172; peptides not degraded to individual amino acids A61K38/00)
- A61K 31/26: Cyanate or isocyanate esters; Thiocyanate or isothiocyanate esters
- A61K 45/06: Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
- A61K 47/34: Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers (A61K47/10 takes precedence)
- A61P 17/00: Drugs for dermatological disorders
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

A method for treating phytophotodermatitis including the steps of applying an isothiocyanate functional surfactant to an area affected by phytophotodermatitis, wherein said isothiocyanate functional surfactant comprises at least one isothiocyanate functional group associated with an aliphatic and/or aromatic carbon atom of the isothiocyanate functional surfactant.

## Claims

### Claim 1

An isothiocyanate functional surfactant, comprising:
a lysine derivative, wherein the lysine derivative comprises an α-nitrogen and a ε-nitrogen, and wherein an alkanoyl substituent comprising 8 carbon atoms is bound to the α-nitrogen, and further wherein the ε-nitrogen forms part of an isothiocyanate functional group.

### Claim 2 (depends on 1)

The isothiocyanate functional surfactant according to claim 1, in combination with an additional surfactant selected from at least one of the group comprising a non-ionic surfactant, an anionic surfactant, a cationic surfactant, a zwitterionic surfactant, and combinations thereof.

### Claim 3 (depends on 2)

The isothiocyanate functional surfactant according to claim 2, wherein the additional surfactant comprises a non-ionic surfactant.

### Claim 4 (depends on 3)

The isothiocyanate functional surfactant according to claim 3, wherein the non-ionic surfactant is selected from at least one of the group comprising alcohols, alkanolamides, amine oxides, esters, glycerides, ethoxylated glycerides, polyglyceryl esters, sorbitan esters, carbohydrate esters, ethoxylated carboxylic acids, phosphoric acid triesters, ethers, ethoxylated alcohols, alkyl glucosides, ethoxylated polypropylene oxide ethers, alkylated polyethylene oxides, alkylated polypropylene oxides, alkylated PEG/PPO copolymers, and combinations thereof.

### Claim 5 (depends on 1)

The isothiocyanate functional surfactant according to claim 1, wherein the additional surfactant comprises an anionic surfactant.

### Claim 6 (depends on 5)

The isothiocyanate functional surfactant according to claim 5, wherein the anionic surfactant is selected from at least one of the group comprising taurates, isethionates, alkyl sulfates, alkyl ether sulfates, succinamates, alkyl sulfonates, alkylaryl sulfonates, olefin sulfonates, alkoxy alkane sulfonates, salts of fatty acids derived from natural plant and/ or animal sources and/or synthetically prepared, alkylated ammonium salts of alkylated and/or acylated amino acids and/or peptides, alkylated sulfoacetates, alkylated sulfosuccinates, acylglyceride sulfonates, alkoxyether sulfonates, phosphoric acid esters, phospholipids, and combinations thereof.

### Claim 7 (depends on 1)

The isothiocyanate functional surfactant according to claim 1, wherein the additional surfactant comprises a cationic surfactant.

### Claim 8 (depends on 7)

The isothiocyanate functional surfactant according to claim 7, wherein the cationic surfactant is selected from at least one of the group comprising alkylated quaternary ammonium salts R4NX, alkylated amino-amides (RCONH—(CH2)n)NR3X, alkylimidazolines, alkoxylated amines, and combinations thereof.

### Claim 9 (depends on 1)

The isothiocyanate functional surfactant according to claim 1, wherein the additional surfactant comprises a zwitterionic surfactant.

### Claim 10 (depends on 9)

The isothiocyanate functional surfactant according to claim 9, wherein the zwitterionic surfactant is selected from at least one of the group comprising betaines, sultaines, hydroxysultaines, amido betaines, amidosulfo betaines, and combinations thereof.